diff --git a/eng/toolAot.targets b/eng/toolAot.targets
index e378f44ddbc128..ee0470957be1f3 100644
--- a/eng/toolAot.targets
+++ b/eng/toolAot.targets
@@ -3,9 +3,14 @@
 
   <PropertyGroup Condition="'$(AotOrSingleFile)' == 'true' and '$(UseNativeAotForComponents)' == 'true'">
     <PublishAot>true</PublishAot>
+    <!--
+      _IsApplePlatform is defined in the NativeAOT NuGet package targets which are imported after
+      Directory.Build.targets, so it is not available here. Use PortableOS to detect Apple platforms.
+    -->
+    <_IsApplePlatformToolAot Condition="'$(PortableOS)' == 'osx' or '$(PortableOS)' == 'ios' or '$(PortableOS)' == 'iossimulator' or '$(PortableOS)' == 'tvos' or '$(PortableOS)' == 'tvossimulator' or '$(PortableOS)' == 'maccatalyst'">true</_IsApplePlatformToolAot>
     <!-- Use .dwarf files instead of .dsym files since our symbol exporting may not safely handle folders. -->
-    <NativeSymbolExt Condition="'$(_IsApplePlatform)' == 'true'">.dwarf</NativeSymbolExt>
-    <DsymUtilOptions Condition="'$(_IsApplePlatform)' == 'true'">--flat</DsymUtilOptions>
+    <NativeSymbolExt Condition="'$(_IsApplePlatformToolAot)' == 'true'">.dwarf</NativeSymbolExt>
+    <DsymUtilOptions Condition="'$(_IsApplePlatformToolAot)' == 'true'">--flat 2>/dev/null</DsymUtilOptions>
   </PropertyGroup>
 
   <PropertyGroup Condition="'$(AotOrSingleFile)' == 'true' and '$(UseNativeAotForComponents)' != 'true'">
diff --git a/src/coreclr/nativeaot/BuildIntegration/Microsoft.NETCore.Native.targets b/src/coreclr/nativeaot/BuildIntegration/Microsoft.NETCore.Native.targets
index e758f681c3c0ee..a72bddff0929d1 100644
--- a/src/coreclr/nativeaot/BuildIntegration/Microsoft.NETCore.Native.targets
+++ b/src/coreclr/nativeaot/BuildIntegration/Microsoft.NETCore.Native.targets
@@ -413,6 +413,7 @@ The .NET Foundation licenses this file to you under the MIT license.
       Command="&quot;$(ObjCopyName)&quot; --add-gnu-debuglink=&quot;$(NativeBinary)$(NativeSymbolExt)&quot; &quot;$(NativeBinary)&quot;" />
 
     <Exec Condition="'$(StripSymbols)' == 'true' and '$(_IsApplePlatform)' == 'true' and '$(NativeLib)' != 'Static'"
+      IgnoreStandardErrorWarningFormat="true"
       Command="
         dsymutil $(DsymUtilOptions) &quot;$(NativeBinary)&quot; &amp;&amp;
         strip -no_code_signature_warning -x &quot;$(NativeBinary)&quot;" />
diff --git a/src/coreclr/tools/aot/ILCompiler/ILCompiler_publish.csproj b/src/coreclr/tools/aot/ILCompiler/ILCompiler_publish.csproj
index d07363514d8914..239e3f83618a1b 100644
--- a/src/coreclr/tools/aot/ILCompiler/ILCompiler_publish.csproj
+++ b/src/coreclr/tools/aot/ILCompiler/ILCompiler_publish.csproj
@@ -10,9 +10,6 @@
     <TrimmerSingleWarn>false</TrimmerSingleWarn>
     <AotOrSingleFile>true</AotOrSingleFile>
     <UseBootstrapLayout Condition="'$(UseBootstrap)' == 'true'">true</UseBootstrapLayout>
-    <!-- Workaround for dsymutil module cache errors on Apple platforms until https://github.com/dotnet/runtime/pull/123386 -->
-    <!-- See https://github.com/dotnet/runtime/issues/123687 -->
-    <StripSymbols Condition="'$(PortableOS)' == 'osx' or '$(PortableOS)' == 'ios' or '$(PortableOS)' == 'tvos' or '$(PortableOS)' == 'maccatalyst'">false</StripSymbols>
   </PropertyGroup>
 
   <Import Project="ILCompiler.props" />
diff --git a/src/coreclr/tools/aot/crossgen2/crossgen2_publish.csproj b/src/coreclr/tools/aot/crossgen2/crossgen2_publish.csproj
index ef721045174a58..f5f2fe11f65886 100644
--- a/src/coreclr/tools/aot/crossgen2/crossgen2_publish.csproj
+++ b/src/coreclr/tools/aot/crossgen2/crossgen2_publish.csproj
@@ -10,9 +10,6 @@
     <TrimmerSingleWarn>false</TrimmerSingleWarn>
     <AotOrSingleFile>true</AotOrSingleFile>
     <UseBootstrapLayout Condition="'$(UseBootstrap)' == 'true'">true</UseBootstrapLayout>
-    <!-- Workaround for dsymutil module cache errors on Apple platforms until https://github.com/dotnet/runtime/pull/123386 -->
-    <!-- See https://github.com/dotnet/runtime/issues/123687 -->
-    <StripSymbols Condition="'$(PortableOS)' == 'osx' or '$(PortableOS)' == 'ios' or '$(PortableOS)' == 'tvos' or '$(PortableOS)' == 'maccatalyst'">false</StripSymbols>
   </PropertyGroup>
 
   <Import Project="crossgen2.props" />
diff --git a/src/native/libs/CMakeLists.txt b/src/native/libs/CMakeLists.txt
index 10b9174e9f6da3..818dc5bbe27ae1 100644
--- a/src/native/libs/CMakeLists.txt
+++ b/src/native/libs/CMakeLists.txt
@@ -104,6 +104,7 @@ if (CLR_CMAKE_TARGET_UNIX OR CLR_CMAKE_TARGET_BROWSER OR CLR_CMAKE_TARGET_WASI)
 
     if (CLR_CMAKE_TARGET_APPLE)
         add_definitions(-D__APPLE_USE_RFC_3542)
+        add_compile_options(-gline-tables-only)
     endif ()
 
     if (CLR_CMAKE_TARGET_LINUX OR CLR_CMAKE_TARGET_HAIKU)
diff --git a/src/native/libs/System.Security.Cryptography.Native.Apple/CMakeLists.txt b/src/native/libs/System.Security.Cryptography.Native.Apple/CMakeLists.txt
index 99f7b1b2d207f6..cbb8c439b7b517 100644
--- a/src/native/libs/System.Security.Cryptography.Native.Apple/CMakeLists.txt
+++ b/src/native/libs/System.Security.Cryptography.Native.Apple/CMakeLists.txt
@@ -89,7 +89,7 @@ endif()
 
 add_custom_command(
     OUTPUT pal_swiftbindings.o
-    COMMAND xcrun swiftc -emit-object -static -parse-as-library -enable-library-evolution ${SWIFT_COMPILER_ERRORS_FLAG} -gline-tables-only ${SWIFT_OPTIMIZATION_FLAG} -runtime-compatibility-version none ${SWIFT_SDK_FLAG} -target ${SWIFT_COMPILER_TARGET} ${CMAKE_CURRENT_SOURCE_DIR}/pal_swiftbindings.swift -o pal_swiftbindings.o
+    COMMAND xcrun swiftc -emit-object -static -parse-as-library -enable-library-evolution ${SWIFT_COMPILER_ERRORS_FLAG} -gnone ${SWIFT_OPTIMIZATION_FLAG} -runtime-compatibility-version none ${SWIFT_SDK_FLAG} -target ${SWIFT_COMPILER_TARGET} ${CMAKE_CURRENT_SOURCE_DIR}/pal_swiftbindings.swift -o pal_swiftbindings.o
     MAIN_DEPENDENCY ${CMAKE_CURRENT_SOURCE_DIR}/pal_swiftbindings.swift
     COMMENT "Compiling Swift file pal_swiftbindings.swift"
 )
diff --git a/src/native/managed/native-library.targets b/src/native/managed/native-library.targets
index 298da3c50ce786..692de5315276ba 100644
--- a/src/native/managed/native-library.targets
+++ b/src/native/managed/native-library.targets
@@ -70,7 +70,7 @@
       <_StripLike Condition="'$(_StripLike)' == ''">gnu</_StripLike>
     </PropertyGroup>
 
-    <Exec Command="dsymutil --flat $(LikeCoreCLRDSymUtilMinimizeOpt) $(StripSourceFile)" Condition="'$(_StripLike)' == 'apple'"/> <!-- produces the .dylib.dwarf file -->
+    <Exec Command="dsymutil --flat $(LikeCoreCLRDSymUtilMinimizeOpt) $(StripSourceFile)" Condition="'$(_StripLike)' == 'apple'" IgnoreStandardErrorWarningFormat="true" /> <!-- produces the .dylib.dwarf file -->
     <Exec Command="strip -no_code_signature_warning -S $(StripSourceFile)" Condition="'$(_StripLike)' == 'apple'"/>
     <!-- runtime build runs "codesign -f -s - libWhatever.dylib" in release configurations -->
     <Exec Command="codesign -f -s - $(StripSourceFile)" Condition="'$(RuntimeConfiguration)' == 'Release' and '$(_StripLike)' == 'apple'" />
diff --git a/src/tasks/Crossgen2Tasks/Microsoft.NET.CrossGen.targets b/src/tasks/Crossgen2Tasks/Microsoft.NET.CrossGen.targets
index e20b05ee033e52..a7a3ce1b726f33 100644
--- a/src/tasks/Crossgen2Tasks/Microsoft.NET.CrossGen.targets
+++ b/src/tasks/Crossgen2Tasks/Microsoft.NET.CrossGen.targets
@@ -665,6 +665,7 @@ Copyright (c) .NET Foundation. All rights reserved.
     <Exec Command="chmod 644 &quot;%(_ReadyToRunNativeObjectOutputs.Identity)&quot;" />
 
     <Exec Condition="'$(StripSymbols)' == 'true'"
+      IgnoreStandardErrorWarningFormat="true"
       Command="
         dsymutil $(DsymUtilOptions) &quot;%(_ReadyToRunNativeObjectOutputs.Identity)&quot; &amp;&amp;
         strip -no_code_signature_warning -x &quot;%(_ReadyToRunNativeObjectOutputs.Identity)&quot;" />
diff --git a/src/tests/Common/CLRTest.CrossGen.targets b/src/tests/Common/CLRTest.CrossGen.targets
index 8b45eb30ddec36..51bccb036fa981 100644
--- a/src/tests/Common/CLRTest.CrossGen.targets
+++ b/src/tests/Common/CLRTest.CrossGen.targets
@@ -156,6 +156,12 @@ if [ ! -z ${RunCrossGen2+x} ]%3B then
             echo  clang -dynamiclib -o "$__OutputFileFinal" "$__OutputFile" -install_name "@rpath/`basename "$__OutputFileFinal"`" -Wl,-dead_strip
             clang -dynamiclib -o "$__OutputFileFinal" "$__OutputFile" -install_name "@rpath/`basename "$__OutputFileFinal"`" -Wl,-dead_strip
             __linkExitCode=$?
+
+            if [ $__linkExitCode -eq 0 ] && [ "$(StripSymbols)" == "true" ]; then
+                echo "Stripping symbols from: $(basename "$__OutputFileFinal")"
+                dsymutil "$__OutputFileFinal" && strip -no_code_signature_warning -x "$__OutputFileFinal"
+                __linkExitCode=$?
+            fi
         fi
 
         echo "Running R2RDump: $__R2RDumpCommand"
diff --git a/src/tests/Common/XUnitLogChecker/XUnitLogChecker.csproj b/src/tests/Common/XUnitLogChecker/XUnitLogChecker.csproj
index 900df8cea49d76..5b06ca87506641 100644
--- a/src/tests/Common/XUnitLogChecker/XUnitLogChecker.csproj
+++ b/src/tests/Common/XUnitLogChecker/XUnitLogChecker.csproj
@@ -9,9 +9,6 @@
     <PublishAot Condition="'$(UseNativeAotForComponents)' == 'true'">true</PublishAot>
     <PublishSingleFile Condition="'$(UseNativeAotForComponents)' != 'true'">true</PublishSingleFile>
     <SuppressTrimAnalysisWarnings>false</SuppressTrimAnalysisWarnings>
-    <!-- Workaround for dsymutil module cache errors on Apple platforms until https://github.com/dotnet/runtime/pull/123386 -->
-    <!-- See https://github.com/dotnet/runtime/issues/123687 -->
-    <StripSymbols Condition="'$(PortableOS)' == 'osx' or '$(PortableOS)' == 'ios' or '$(PortableOS)' == 'tvos' or '$(PortableOS)' == 'maccatalyst'">false</StripSymbols>
   </PropertyGroup>
 
   <ItemGroup>
diff --git a/src/tools/ilasm/src/ilasm/ilasm.csproj b/src/tools/ilasm/src/ilasm/ilasm.csproj
index 1ed88edd74622d..8a1e3d9fe0a6b4 100644
--- a/src/tools/ilasm/src/ilasm/ilasm.csproj
+++ b/src/tools/ilasm/src/ilasm/ilasm.csproj
@@ -12,9 +12,6 @@
     <PublishTrimmed>true</PublishTrimmed>
     <AotOrSingleFile>true</AotOrSingleFile>
     <UseBootstrapLayout Condition="'$(UseBootstrap)' == 'true'">true</UseBootstrapLayout>
-    <!-- Workaround for dsymutil module cache errors on Apple platforms until https://github.com/dotnet/runtime/pull/123386 -->
-    <!-- See https://github.com/dotnet/runtime/issues/123687 -->
-    <StripSymbols Condition="'$(PortableOS)' == 'osx' or '$(PortableOS)' == 'ios' or '$(PortableOS)' == 'tvos' or '$(PortableOS)' == 'maccatalyst'">false</StripSymbols>
     <Nullable>enable</Nullable>
   </PropertyGroup>