I opened a separate thread about this.
I can see one solution to this. There is a cut in the video when David's father carries the box. A balloon obscures the view for a moment, then the video cuts to a different angle, now Ben talking to young David.
Teen David and Ben must have met during that cut. So Ben gets the phone call, picks up the case, goes down to the basement, opens the floor locker, then teen David arrives, they talk, David sets the fire, Ben gives the watch to young David and leaves.
That, or there are two time machines, one in the basement, one that Ben takes away with him. And a third, that's the first one from the future.
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