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You can make a prison and share it through workshop, your friends download it and escape from it, but you are never playing at the same time and it wouldn't make any sense to allow it
Either the prison would be so bad incomplete that the prisoner could just walk out for an instant win, or if you started with a complete prison the architect/warden could trap the prisoner permanently. The game is neither designed or balanced to do what you are asking for.
https://www.youtube.com/watch?v=3Ft4CuQJ9tM&t=30s
They modded / hacked the game to attempt that and it still didn't work right. The game is not designed for this and that video just shows that it can't happen. The entire first half of the video is just them talking about all of their failed attempts at even attempting it. The second half is just them playing escape mode and talking about game glitches.