Andre Villas-Boas had accused the Football League of putting his players' careers in danger with their scheduling of the Capital One Cup, but it was the low-key European clash against Tromso that claimed three injury victims tonight.
Rose pulled up with what looked like a hamstring injury in the first half and Dembele had to be carried off on a stretcher after being kicked from behind by Lars Gunnar Johnsen.
Tottenham finished the game with 10 men as Kaboul hobbled off five minutes from time when Villas-Boas had made all of his substitutions.
Tottenham's summer spending spree means Villas-Boas is well-equipped to withstand the injury losses but, with two games coming up in the next five days, the timing is hardly ideal.
With no senior specialist left-back available, replacing Rose will be the Portuguese's biggest task.
The injuries took the gloss off a good night for Spurs although Tromso, who only made the group stages because of Besiktas' disqualification for match-fixing, were very poor.
Defoe is now one goal short of moving up to fifth in the all-time top scorers' list following his two well-taken strikes and Christian Eriksen's first goal for Spurs was a joy to behold.
Debutant Erik Lamela showed why Spurs shelled out ?26million for his services early on.
The Argentinian opened his box of tricks to flick the ball past Thomas Drage, but his final ball went to waste.
Source: PA
Source: PA