I believe you are incorrect; I do not think that falling prone was ever a rule. There are rules for intentionally entering the space of a creature much larger than you, but they do not involve falling prone.
And that scenario doesn’t really break down. You just go to the nearest legal space, specifically the last one you occupied unless there are others that are closer. This might wind up moving you a fair distance, perhaps, but that’s how it works. And besides, that’s a rather unlikely scenario anyway.
If the creature is unwilling then nothing happens
Dnd 5e operates on the principle that things only do what they say they do. Jeremy Crawford, lead rules designer for 5e, and known for adjudicating rulings on Twitter, has stated:
Beware of claims that a rule does something mentioned nowhere in that rule or elsewhere in the core books. There aren't secret rules. (source)
See this question, for further reference.
Following this principle, if the designers had meant a School of Conjuration Wizard to be able to swap places with an unwilling creature, subject to a saving throw, they would have stated so in the ability description. So, RAW swapping places with an unwilling creature, using this ability is impossible.
Further support for this conclusion has been suggested by mxyzplk, in the comments:
...this is why the word 'Benign' is in the name. In 3.5 there is in addition a 'Baleful' Transposition that does operate on an unwilling subject.
And, if you try, you'll probably lose your action.
If a PC wanted to try and do this, then it would be up to the benevolence of their DM as to whether they either simply "realise on reflection that such a course of action is impossible", or they lose their action that turn by trying to do it unsuccessfully.
Xanathar's Guide to Everything is an optional rules source, but it provides details on what would happen when a player tries to Cast a Spell on an invalid target.
Invalid Spell Targets (XGtE p. 86)
... If you cast a spell on someone or something that can't
be affected by the spell, nothing happens to that target,
but if you used a spell slot to cast the spell, the slot is
still expended. ...
Benign Transposition is a class ability rather than a Spell, but it seems logical that a failed use of it would follow a similar pattern - your action and one usage of the ability would be consumed, despite the failiure.
Could you 'homebrew' transposing an unwilling creature as possible?
In your own game your DM is welcome to rule entirely as they like, and in that case maybe a Charisma save might be argued to be appropriate for the unwilling creature (similar to the spell Banish)? However I would personally advise against this ruling. I think it would add a great deal of power to this ability and probably unbalance it.
Best Answer
Yes, with a readied action.
If B readied an action to move away when A entered his space–a perceivable condition–they would effectively swap places on A's initiative. This seems to be allowed by RAW, as neither player ends any movement in another's square, if the movements are resolved simultaneously. If movement is not resolved simultaneously, it should still be possible, with some fancy footwork, and a different trigger for B's Ready–that A begins to move.
Both options cost B's action on his own turn, however.