Basically, when you kill the boss in any other timeline you can select a blessing, however, on this specific timeline the blessing-window seems to be bound to the guest guy, not to the bosskill itself. Which means, if you don´t talk to the quest guy (which idk. u don´t since you completed the quest already like 20 times), you cannot select a blessing (window never appears) and this “blessing round” is lost.
How to reproduce:
Kill the Fall of the Outcasts timeline boss, loot and tp out without talking to the quest guy. The Blessing-selection Window will not appear.