Conceptual draft of dsym support for macos

Library/Homebrew/extend/os/mac/keg.rb

@@ -62,4 +62,21 @@ class Keg
       #{result.stderr}
     EOS
   end
+
+  def dsymutil
+    binary_executable_or_library_files.each { |file| dsymutil_binary(file) }
+  end
+
+  def dsymutil_binary(file)
+    odebug "Extracting symbols #{file}"
+
+    result = system_command("dsymutil", args: [file])
+    return if result.success?
+
+    # If it fails again, error out
+    onoe <<~EOS
+      Failed to extract symbols from #{file}:
+      #{result.stderr}
+    EOS
+  end
 end

Library/Homebrew/formula_installer.rb

@@ -39,6 +39,7 @@ class FormulaInstaller
   attr_predicate :installed_as_dependency?, :installed_on_request?
   attr_predicate :show_summary_heading?, :show_header?
   attr_predicate :force_bottle?, :ignore_deps?, :only_deps?, :interactive?, :git?, :force?, :overwrite?, :keep_tmp?
+  attr_predicate :debug_symbols?
   attr_predicate :verbose?, :debug?, :quiet?
 
   def initialize(
@@ -71,6 +72,8 @@ class FormulaInstaller
     @force = force
     @overwrite = overwrite
     @keep_tmp = keep_tmp
+    # Just for this proof of concept
+    @debug_symbols = keep_tmp
     @link_keg = !formula.keg_only? || link_keg
     @show_header = show_header
     @ignore_deps = ignore_deps
@@ -802,6 +805,8 @@ class FormulaInstaller
       post_install
     end
 
+    dsymutil(keg) if debug_symbols?
+
     # Updates the cache for a particular formula after doing an install
     CacheStoreDatabase.use(:linkage) do |db|
       break unless db.created?
@@ -1326,4 +1331,14 @@ class FormulaInstaller
         #{SPDX.license_expression_to_string formula.license}.
     EOS
   end
+
+  sig { params(keg: Keg).void }
+  def dsymutil(keg)
+    keg.dsymutil
+  # TODO
+  # rescue Keg::DsymError => e
+  rescue RuntimeError => e
+    ofail "Failed to extract debugging symbols for #{formula.full_name}"
+    puts e
+  end
 end

Library/Homebrew/keg.rb

@@ -483,6 +483,8 @@ class Keg
     ObserverPathnameExtension.n
   end
 
+  def dsymutil; end
+
   def remove_oldname_opt_record
     return unless oldname_opt_record
     return if oldname_opt_record.resolved_path != path
@@ -531,6 +533,8 @@ class Keg
 
   def codesign_patched_binary(file); end
 
+  def dsymutil_binary(file); end
+
   private
 
   def resolve_any_conflicts(dst, dry_run: false, verbose: false, overwrite: false)

Library/Homebrew/shims/super/cc

@@ -292,6 +292,7 @@ class Cmd
     args.concat(optflags) unless runtime_cpu_detection?
     args.concat(archflags)
     args << "-std=#{@arg0}" if /c[89]9/.match?(@arg0)
+    args << "-g" if debug_symbols?
     args
   end
 
@@ -399,6 +400,11 @@ class Cmd
     config.include?("w")
   end
 
+  def debug_symbols?
+    mac?
+    # && config.include?("D")
+  end
+
   def canonical_path(path)
     path = Pathname.new(path)
     path = path.realpath if path.exist?