The canonical timeline of the DS universe goes something like this…
1890s - 1906: William Carter origin story
1906: William and Charlie enter the DS world.
1906 - 1910ish: Some crazy stuff happens that we haven’t told you about yet….
1910ish - 1921: The various playable characters get pulled into the DS world.
1921: Wilson gets pulled in (Forbidden Knowlege trailer).
*THE ORIGINAL GAME + ROG STARTS HERE*
?: Wilson lives in DSworld for a while. Dies a lot, eventually finds Maxwell’s door and confronts Maxwell
?: Wilson replaces Maxwell on the Nightmare Throne, Maxwell becomes Waxwell.
?: Some other crazy stuff happens that we haven’t told you about yet….
?: The DST plotline begins.
I would be very interested to know what some of that “crazy stuff” is that happens right after Maxwell and Charlie get sucked into the DS world.