Very easy trophy. Start a Franchise with any team of your choice. Set the quarter length to 1 minute. Simulate the entire pre-season and regular season. Even if your team does not make the playoffs, it doesn't matter.
Simulate a few playoff games and when the Pro Bowl comes up, you need to play that game from start to finish. It doesn't matter if you win or lose the Pro Bowl.
Trophy pops at the end of the game.