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This might sound silly, but are all of the people in your first list definitely in your second list?
Is your end goal to delete people who are in OOW 2015 incorrect, but keep them if they're in OOW 2014? To identify who these people are, I'd say "Member of Smart List is OOW 2015 incorrect"
"Member of Smart List not in OOW 2014"
If I'm misunderstanding, if you could highlight who you want to keep and who you want to discard, that would be helpful.
I think Dory answers your question regarding the smart lists, as for the leads still being in Marketo after being deleted from SFDC, that is by default, when a lead is deleted from SFDC they remain in MKTO, but the field in MKTO 'Deleted from SFDC' will now be true.