Future Dated Absence Configuration - Plan Term Jan to Dec and Frontloaded

We have multiple Vacation plans configured with respect to Unions and all plans are attached to same type, it is front loaded with Jan to Dec as plan term.

Let's say employee has future dated absences submitted in June from 15-Jun to 20-Jun and loses eligibility for the plan as of 31-May and gains eligibility for other union Vacation plan. Will the system populates the enrollment end date for the older Vacation plan? with future dated transaction submitted, or if it errors out in the schedule process, how can it be identified? Can someone provide the sample log