diff --git a/gcc/config.in b/gcc/config.in
index 7f5b01fad760b2f67094de49994a0f1d0da7af0a..d8a810bbc91e78e1c4f885fa899785020d135553 100644
--- a/gcc/config.in
+++ b/gcc/config.in
@@ -616,6 +616,13 @@
 #endif
 
 
+/* Define if your Mac OS X assembler supports -mllvm -x86-pad-for-align=false.
+   */
+#ifndef USED_FOR_TARGET
+#undef HAVE_AS_MLLVM_X86_PAD_FOR_ALIGN
+#endif
+
+
 /* Define if your Mac OS X assembler supports the -mmacos-version-min option.
    */
 #ifndef USED_FOR_TARGET
diff --git a/gcc/config/i386/darwin.h b/gcc/config/i386/darwin.h
index bac32197e837cbe8003f2ef55b1027e31d118dd4..73b06e2307d2ee93104a3058b8f11a1c05b29cd8 100644
--- a/gcc/config/i386/darwin.h
+++ b/gcc/config/i386/darwin.h
@@ -125,10 +125,18 @@ along with GCC; see the file COPYING3.  If not see
   %{mfentry*:%eDarwin does not support -mfentry or associated options}" \
   DARWIN_CC1_SPEC
 
+/* This is a workaround for a tool bug: see PR100340.  */
+
+#ifdef HAVE_AS_MLLVM_X86_PAD_FOR_ALIGN
+#define EXTRA_ASM_OPTS " -mllvm -x86-pad-for-align=false"
+#else
+#define EXTRA_ASM_OPTS ""
+#endif
+
 #undef ASM_SPEC
 #define ASM_SPEC "-arch %(darwin_arch) \
   " ASM_OPTIONS " -force_cpusubtype_ALL \
-  %{static}" ASM_MMACOSX_VERSION_MIN_SPEC
+  %{static}" ASM_MMACOSX_VERSION_MIN_SPEC EXTRA_ASM_OPTS
 
 #undef ENDFILE_SPEC
 #define ENDFILE_SPEC \
diff --git a/gcc/configure b/gcc/configure
index 08c286764e0844514a34cf10c3390492b0dff6df..a2d1003a0f5a2184aae55396a9700275810decd9 100755
--- a/gcc/configure
+++ b/gcc/configure
@@ -27082,6 +27082,41 @@ $as_echo "$as_me: WARNING: LTO for $target requires binutils >= 2.20.1, but vers
 	fi
 	;;
     esac
+    case $target_os in
+       darwin2[0-9]* | darwin19*)
+        { $as_echo "$as_me:${as_lineno-$LINENO}: checking assembler for llvm assembler x86-pad-for-align option" >&5
+$as_echo_n "checking assembler for llvm assembler x86-pad-for-align option... " >&6; }
+if ${gcc_cv_as_mllvm_x86_pad_for_align+:} false; then :
+  $as_echo_n "(cached) " >&6
+else
+  gcc_cv_as_mllvm_x86_pad_for_align=no
+  if test x$gcc_cv_as != x; then
+    $as_echo '.text' > conftest.s
+    if { ac_try='$gcc_cv_as $gcc_cv_as_flags -mllvm -x86-pad-for-align=false -o conftest.o conftest.s >&5'
+  { { eval echo "\"\$as_me\":${as_lineno-$LINENO}: \"$ac_try\""; } >&5
+  (eval $ac_try) 2>&5
+  ac_status=$?
+  $as_echo "$as_me:${as_lineno-$LINENO}: \$? = $ac_status" >&5
+  test $ac_status = 0; }; }
+    then
+	gcc_cv_as_mllvm_x86_pad_for_align=yes
+    else
+      echo "configure: failed program was" >&5
+      cat conftest.s >&5
+    fi
+    rm -f conftest.o conftest.s
+  fi
+fi
+{ $as_echo "$as_me:${as_lineno-$LINENO}: result: $gcc_cv_as_mllvm_x86_pad_for_align" >&5
+$as_echo "$gcc_cv_as_mllvm_x86_pad_for_align" >&6; }
+if test $gcc_cv_as_mllvm_x86_pad_for_align = yes; then
+
+$as_echo "#define HAVE_AS_MLLVM_X86_PAD_FOR_ALIGN 1" >>confdefs.h
+
+fi
+
+       ;;
+    esac
 
     { $as_echo "$as_me:${as_lineno-$LINENO}: checking assembler for -xbrace_comment" >&5
 $as_echo_n "checking assembler for -xbrace_comment... " >&6; }
diff --git a/gcc/configure.ac b/gcc/configure.ac
index 653a1cc561d491bc7fcd9623e87019802397477e..ad8fa5a46049d04aa9cb9f52ebe031f00ea39717 100644
--- a/gcc/configure.ac
+++ b/gcc/configure.ac
@@ -4799,6 +4799,15 @@ foo:	nop
 	fi
 	;;
     esac
+    case $target_os in
+       darwin2[[0-9]]* | darwin19*)
+        gcc_GAS_CHECK_FEATURE([llvm assembler x86-pad-for-align option],
+          gcc_cv_as_mllvm_x86_pad_for_align,,
+          [-mllvm -x86-pad-for-align=false], [.text],,
+          [AC_DEFINE(HAVE_AS_MLLVM_X86_PAD_FOR_ALIGN, 1,
+	    [Define if your Mac OS X assembler supports -mllvm -x86-pad-for-align=false.])])
+       ;;
+    esac
 
     gcc_GAS_CHECK_FEATURE([-xbrace_comment], gcc_cv_as_ix86_xbrace_comment,,
       [-xbrace_comment=no], [.text],,