For me, this scenario calls to mind the 14th at Cruden Bay, site of the bathtub green. The normal play is to land the ball 50 yards short, and it will run on to the green somewhere, but it's impossible to control where. The green is small, so anywhere on it is ok, but a good birdie chance is left to fortune. The landing area for this shot is very wide and particularly easy to hit because it means hitting to an area 50 yards short of the green, so it is typically played with a short club.
The aggressive play is to carry the ball all the way to the green, where one can hope to purposely hit close to the front, middle, or rear of the green as needed to get close to the flag. The danger being that the green is narrow and the sides severely sloped so missing right or left will cause the the ball to go somewhere unpredictable, but likely on the green. If on misses the bathtub altogether right or left, significant problems lurk. The other (and really fantastic) problem is that while a ball well short will reliably settle on the green somewhere, a ball just short will land on the significant down slope close to the green and go over.
The strategy stretches back to the tee, because the hole is not long (particularly when landing the second 50 yards short) so many players lay well back to the wide part of the fairway. A player wishing to take the aggressive route will want to drive further up to a narrow, sloping area protected by bunkers, leaving a short club all the way to the green. I've never seen anyone play all the way to the green with a long club.
I think this is a lovely hole because it's unique and because conservative play can yield an easy par, while well played aggressive play is needed for birdie. But, there's more danger with the aggressive play.
As an aside, I've driven to the top of the hill and elected to hit a '25 foot' put from 50 yards that takes the slope and finishes on the green as opposed to pitching all the way there because I was afraid I'd pitch short, hit the downslope and go over. That play was unconventional but safe and effective, especially considering my position in the match.