Volkung Poland: Plausibility and impacts on Teutonic and Lithuanian relations

A spin-off from the Slavic Age of Exploration thread, since the POD proposed here is before 1400 and it's more focused on affairs in Europe:

Olaf II, King of Denmark and Norway, died unmarried at the age of 17. His mother would go on to conquer Sweden and initiate the Union of Kalmar.

Suppose Olaf lives, and marries one of Louis I's daughters (maybe one of the OTL daughters, maybe another born ITTL) in such a manner as to inherit the Polish throne on top of his other three. How plausible is it that such a bloated personal union could survive more than one generation?

Going forward from the union's establishment, both Denmark and Poland had preexisting squabbles with the Germans in the Baltic--the Hanseatic League for the former, the Teutonic Knights for the latter. Could the alliance of Poland and the Scandinavian kingdoms under Olaf defeat the Knights as decisively as Jagiello did, or even more? Could they, in the long run, bring the Teutonic State and Danzig into the royal territory of one of the four kingdoms?

What would Lithuania be up to while all this goes on? They too are enemies of the Teutonic Order, so presumably would be part of any grand anti-Teutonic coalition, but where would Lithuania go without Jagiello's marriage to Jadwiga?
 
Better yet, have Elizabeth Bonifacia survive and marry her to Eric of Pomerania (with Jadwiga surviving but unable to have more children so Jagiełło wont remarry). He is king of Denmark, Norway and Sweden, she would be heiress of Poland and Lithuania, with very good claim on Hungary and Croatia, and possibly Neapol.
 
Would Olaf of Poland even be interested in dealing with the Teutonic Knights? Denmark already had it's hands full with the Hansa and Sweden, as far as I'm aware, and they had at least palatable relations with the TO (else they wouldn't have sold Estonia to them). Poland would be a distant nation to him and he wouldn't be able to relate to it's priorities, unlike Jagiello, whose dynasty had been interacting with Poland since the 13th century.

I suppose we can just ignore this dilemma and assume that Olaf wants to defeat the Order. Maybe he wants to give Poland sea access to connect his two kingdoms, whatever. Denmark definitely had some power projection in the Eastern Baltic, so it would be able to help Poland for sure, but as for how the conflict itself goes... well it's tough to say whether Denmark is a better ally than Lithuania here or not. Denmark is wealthier and it's army is thus more competent and professional, I'd assume, but they would lack the numbers. Denmark-Poland wouldn't be able to pull any feigned retreat maneuvers like Poland-Lithuania, for sure, but Denmark also has a navy.

As for Lithuania... well, Jogaila stays in charge. Vytautas only got in power because Jogaila left for Poland and appointed an incompetent brother as his viceroy (and even then it took Vytautas quite a few years and two retreats to the TO). How Lithuania develops is really up to debate, because they could go pretty much anywhere from here, although a few things can be determined from the start. First, Poland is no longer a threat, because with a Danish king, they will be much more busy dealing with his interests - the Hansa, other German states, maybe the Order or Sweden. Second, a baptism will still have to come from somewhere, but now an easy option has been crossed out.

Recently, I've been playing with the idea of the Holy Roman Emperor being an alternate source for (Catholic) baptism for Lithuania if Poland is unavailable for whatever reason - it would give Lithuania enough legitimacy in the eyes of Europe and perhaps also give them a kingdom title, and they also get better relations with the German states and TO, which is always a good thing. For this to be possible, however, the TO needs to get considerably weaker.
 
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