Imagine you could pit bosses against each other, but if your boss lost, you would die as well and have to face both bosses now in order to complete the prison.
What would your boss be?
I'd probably go with Valus.
He's still tanky and surprisingly mobile. He'd take out the minotaur easy and move on against the lesser Valus.
Then 1v1 Skolas.
Edit: 73 replies? Awesome. I see a lot of people bringing in Crota, mind you in his dimension he controls what harms him which is why only swords harm him. In the Prison he'd be able to be killed like any other boss.
So again. Pick your gladiator!
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Old King Allant