Ok - here's the aftermath after getting stuck in analysis paralysis for a while. Hopefully this is helpful for others considering the same job.
For better or worse - I chose to replace with OEM parts, and managed to get these parts shipped for just under $145 from Lithia Toyota Springfield. High pressure line, clamps, insulators, screws, bolts, etc. First time from Lithia, but read good things about them from other west coast folks and they were competitive, good experience.
The job itself was pretty straightforward - disconnect the high pressure line. 12mm bolt in the very back - I carefully used my hammer drill to loosen and it pulled out with no issues. The connection to the front pressure line came apart easily with 2 adjustable wrenches. The 3 clamps were a chore - front clamp is the easiest (again using hammer drill and extension). Middle clamp is held to the body by a 10mm bolt, but then connected to itself with a Philips screw. My screw was fused to the clamp so I had to drill it out. Third clamp is just awkward to get a wrench on, but used a short drive 10mm ratchet and it came off easily enough. From there pulling all the clamps off the lines and removing the high pressure line was pretty easy.
I found that inserting the new high pressure line and clamps was the most difficult part of the project. I brought the new line in through the back forward until I cleared the various obstacles, and then slowly and painfully pulled it into place. This was super tedious work, and I was freaked out the entire time that I was going to snap the line. Moving slowly and keeping both hands on the line as much as possible seemed to help me know the tolerance at certain points. The line was also somewhat flexible, so I was able to bend it enough when needed to get it into place. Once in place, I attached the ends, and then worked from front to back attaching fresh clamps. I found that snapping the clamps shut, sliding the insulators in, and then bolting them down was the best order of operations. Again front clamp was easiest, middle and back clamp more challenging. After it was all tightened down I double checked the line and bended it back into place in a few areas.
Lastly - I bought ZeroR 'AC Refrigerant' (R134 substitute) from DIYparts.com (again for better or worse). You can't buy R134 in WA, and I've had good luck with ZeroR previously. Ultimately/eventually I need to run a vacuum on the system to test and also suck out any moisture, but for now went with the quick charge. 2 cans of ZeroR and its back up and running, blowing cold (at least for now). Shops around here want $200-$250 for a recharge.
Knowing what I know now, a few summary thoughts:
1. I don't know what these are, but I'll call them body/chassis bump stops - they look like thick hockey pucks. The one pictured was the largest obstacle for the entire job, both pulling the old line out and installing the new line. If there was any way to remove this, the job would be ALOT easier. I could not find any way to remove the thing.
2. The splice kit combined with nickel copper wire solution seems like a solid alternative, and would really solve how precarious getting the OEM line reinstalled is. I just didn't have the confidence with that, but 5 minutes of testing/trial/error probably would have gotten me over that hurdle.
3. I'm really glad I replaced the clamps/bolts/nuts/insulators. Most of that stuff was disintegrating and only adding to the issue. The only clamp I could have reused was the back clamp.
For what its worth, again hope this helps and thanks everyone for the good feedback in this string, helped me get to the finish line!
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