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The lookback rule says nothing about a runner must attempt to advance in order to be awarded a base. It is the umpires judgement as to where the runner would have reached and at the end of playing action, or when the obstructed runner is put out before reaching the base they would have the umpire is to award the runner the base or bases they would have reached absent the obstruction.
As for cancelling obstruction, per the rule, obstruction is not cancelled until the runner reaches the base the umpire judges they would have absent the obstruction, AND there is a subsequent play on a different runner.
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