I activated this card's [When Attacking] effect and trashed 1 of this card's digivolution cards. If this effect activates again during the same turn and 2 more of this card's digivolution cards are trashed, is the "if you trashed 3 cards" condition met?
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No, it isn't met. This condition is only met if you trashed 3 cards for a single activation.
Source: EX4-073 Omnimon Alter-B