If it was me, I would not install where the Shoplift is, since that means the connector's cable would actually have to run behind your MY to the back left charging port. My garage is setup very similar to yours and I placed the wall connector where you proposed in option 2, so it only needs a few feet of cable to connect (and will not ever go behind your car). How would that setup create risk of driving over the cable, am I misunderstanding something? Also, your MY cannot go into reverse with the cable plugged in.
In regards to that location, have you checked with an electrician to see if they can discretely run the power up the wall, through the ceiling and back down to your preferred location? Most pros can figure that out or can at least run conduit along those same lines (avoiding door ding space concerns). To clarify, there is no reason why the conduit or cable needs to come out from the bottom of the circuit box, it should be able to go up and along the ceiling (and possibly in the ceiling).
I have my MY next to the wall with the connector and my wife has a Model 3 parked on the other side. That setup allows for me to also charge her car, although that is a scenario where the cable is running behind my Model Y. Fortunately the wall connector is right in front of me when I go to my car and the green light turns to a blue light if it is plugged in. I can also clearly see the cable running out of the wall connector to her car. Here is a photo of my setup...