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Currently when the SDK runs ILLink it will only produce updated pdbs for assemblies which it has pdbs for. Which basically excludes all framework assemblies (from runtime packs). But ILLink will modify the framework assemblies. So after trimming there's no way to get the new pdbs for the trimmed framework anymore.
There should be an option (MSBuild property) which will tell SDK to gather symbols for everything it can before running ILLink so that trimming can also produce matching PDBs and allow full debugging experience across all assemblies.
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