Round 1: Spite, he dies horribly or gets turned into the prison b!tch. Poor Supes (not really).
Round 2: It's not as spite as you think as Supes isn't trying to win here more than he is going to try to get away. I say he gets to Surfer or he might even clear it if he plays it smart (doubtful).
Edit. WAIT. He has to BEAT them and to regain control of the prison??? Well, in that case, he dies in THE ultimate show of utter stupidity.