Unfortunately, TR doesn’t really see or use this info since there is no actual way to input those. The only things you can do is pick an event type and duration. Even with the duration set, TR ignores that and only relies on the event type.
B level events essentially do no taper and will only offer to add an Opener workout or not.
So, it is a “feature” in the sense that there is not as much intelligence to prevent these potential overlaps for B/C level events.
Per your updated graphic, this shows a flaw (not a bug really) in that they see “weeks” as a Mon-Sun affair. Despite what is obvious to us, TR is not seeing the proximity as an issue. So that and the minimal knowledge it has (event type) lead to this issue.
Essentially, just plan to skip that long Sunday workout.