If you're absolutely certain you've completed all the prerequisite events, could you send me your save file so I can take a look at it and figure out what's wrong? You can find it in "Lost in You/game/saves" (if you have Discord, joining the Discord server would make things easier but feel free to just send the file here if you want).
Something you could try is changing the game to linear mode (under "Gameplay" in the settings menu) and then skipping to the next time slot, that should automatically trigger whatever event is up next (you can change it back right after that).