Back In June 2004, Frank Mir finished Tim Sylvia in the first round of their UFC 48 bout to become the UFC’s heavyweight champion. By then, Fedor Emelianenko had already taken a decision win over Antonio Rodrigo Nogueira to take PRIDE’s heavyweight crown. In the years that followed, the UFC was never able to bring Emelianenko (36-5 MMA, 0-1 BMMA) over. And Mir (18-11 MMA, 0-0 BMMA), who’d started his octagon tenure in his third pro MMA bout, seemed unlikely to ever leave. Even the most optimistic fans probably eventually crossed off the idea of that matchup of their minds
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Daily Debate: Which MMA fantasy fight that never happened would you still like to see? – MMA Junkie