The 2qt test with the back of the vehicle raised is supposed to test for a bad O-ring (not a bad pump). If the O-ring was the only issue, I'd expect the psi rise to get it back into normal operating (so maybe a 15-20psi raise).Do you know how much can you expect the pressure to rise with the 2 quarts test? If it doesn't rise much, I think that would point me to the pump if anything.
Just trying to think through it all. If I'm already down there just replacing the o-ring with all the work dropping the front diff, might aswell do HV pump, pressure relief, timing chain, etc.
Personally, I wouldn't drop the pan, I'd do everything from the front, an easy 3hrs and you'll be finished.