Trans cooler lines top line ****** side

I cant for the life of me get this line in. I got new transmission cooling lines because my old ones were leaking. Ive got all 3 of the other ends in the quick connects but the upper line (cold return?) on the transmission side just wont go in. Is there a trick to this? 07 kj 3.7L 42RLE

I remember those being a pain. I took out the front driveshaft to get better access, and that helped to get it in.

Prop shaft is already out. The line is in the fitting but I cant get it to sit down into it

I remember one of mine needing a bunch of pressure to get it to snap in. It eventually did, but it seemed that it could have been slightly mis-shaped. I may have removed and reseated the clip on that port after pushing it in to get it to work.

Lube the o-ring with some trans fluid, then try again.

Any luck?