In case anyone else ever struggles with this remove the bezel around the VIC and remove all the plastic around the transmission shifter.
At this point put the trans shifter all the way back (into 1) and put the tcase in 4lo, now you can bend over and see it, get one side of the grommet through (side closest to the passenger seat), then use the handle of a hammer to push the other side in (after coating the grommet in a little soap).
The base of the wooden hammer handle was perfect to get enough surface area on the grommet and push it through. It's a PITA and will take a few tries but that's what did it for me...time for beer
Moss Green 95 5.2l zj- 3in lift (2" BB + Upcountry coils), 255 75 R17 BFG M/T on JK Moabs, Durango Airhat, Mopar ECU, Mopar Tire Carrier