When do we think Will and Ana went to WL? Mal was up and running, but it was before Robin had a sick wife to cure. That might be why he ended up with a sick wife to cure. In any case, do we think they went to WL before Jefferson got stuck there?
Yes, I think Will and Ana went to WL before Jefferson go stuck there.
Belle was with Rumple 3 years before the Curse. Robin stole the wand to heal Marian during Belle’s stay and from what we can tell, during the early part of those few months she was there. So if we accept that Robin had not yet met Marian in this episode then it has to be at least 3 years and 9ish months before the Curse hit given how pregnant Marian was.
Regina used Jefferson to get her father back maybe a year before the Curse (that’s my best guess at least)
I assume that Ana has been Red Queen for at least some short amount of time before the Curse hit (and then Queen for a frozen 28?) And Will went back to FTL at some point because he ended up in SB. So over the course of three years something happened to Ana and Will’s love and she became the RQ.