I was considering an auto (3 speed) to a 5 speed swap on my 2wd 1990. I'm leaning toward rebuilding the auto and getting a better convertor.
Why? First, I don't drive it everyday. I use it to haul stuff on the weekends, and maybe end up commuting in it once a week. I tow occasionally, a few times a year I tow a 6,000 pound boat for a friend. The 3 speed auto has lasted 227k so far, and it's just showing signs of normal wear in the clutch packs, and some leakage.
The 3 speed auto is a tough transmission, most of them are done in by overheating. My plan: add an additional cooler under the bed with a fan, put on a deep pan, a new, more efficient convertor, and a shift kit to firm up the shifts a little bit. With that combination, I hope the rebuild will go another 200k.
I'm scheduling my transmission build for the spring, probably March or April.
Yes, it's possible it has a rear out of a different truck with 3. 23 gears. I'm going to bet, however, it's a 3. 07. Most of the 2wd 3/4 ton autos were 3. 23, some were geared lower. I had a friend with 3. 55 gears in his 91.
BTW, the 3. 07 rears are unique. The differentials are not the same as the other rears, and some parts don't swap across. The rumor is 3. 07 replacement gearsets are NLA from Chrysler. This means when you lose the diff, you should look for a complete axle, probably from a later truck.