Charles, it's all up to what you want, not what we want or what we think will work. If you're not comfortable with going around the pole and don't think there will be enough room for the desk and chair, so be it. I like Jan's version because the yard layout is a little more traditional, but I also like the winding curves, so it's a toss up and both will work. We don't have the luxury of seeing the room, so it's all dependent on your measurements. I have to say we've gone from a 24" deep desk to 20" and now to 18", so I hope one of those is right.
Anyway, I understood that the left side was a faux wall, but I wasn't sure if you had any access at all on that side. Now it sounds like you might be able to reach that upper left corner if you need to. Since you mentioned shelves in the lower right corner though, I'm a little concerned now about the yard extending into that area. You haven't commented on that, so I don't know it it's going to be a problem. The idea was to leave a foot along the bottom wall for you to squeeze in there and reach around the corner if you had too, but if there are shelves there, we might need to adjust the baseboard and yard there????
We also haven't discussed the addition of any spurs that could be added to one or both upper loops for additional storage. That would require additional switches/tracks and would be a little costly, but it's an option.
At any rate, as long as the baseboard is outlined correctly, then I think we have a good design without going around the pole. Where the desk, door, etc., are doesn't really matter as long as the baseboard is where you want it.
Carl didn't change my track configuration, except to define some along the top as overpasses for the 3D view. I like Jan's version of the upper loop because it all connects, so I'll change that in Carl's eye-candy version and rename it to avoid confusion. You haven't said anything about the idea of cutting track, so I'll also give you a version that shows that and let you mull over the idea.