Move remaining `undef` use in OS extensions to `prepend` #704

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Run time

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Job	Run time
determine-runners	16s
macOS 15-arm64	15s
macOS 15-x86_64	1m 52s
macOS 14-arm64	20s
macOS 14-x86_64	1m 42s
macOS 13-arm64	19s
macOS 13-x86_64	49s
	5m 33s