1/3^^^3 chance of being tortured... If I knew I was going to live for 3^^^3+50*365 days, and I was faced with that choice every day, I would always choose the speck, because I would never want to endure the inevitable 50 years of torture.

That wouldn't make it inevitable. You could get away with it, but then you could get multiple tortures. Rolling 6 dice often won't get exactly one "1".