Because there's no routable path there, and if there's no indication of such a path being there, it should not be mapped. There's cases of informal paths @roux2scour@jlai.lu's picture describes, and may be tagged with "informal=yes". Other than that, I'm not aware of any routing services, which would behave like you'd want them to. The path of the starting point also seems raised (as being on a hill), compared to the endpoint; so I'm not sure how desirable this particular case would be, even if it were to be supported.
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It always takes a few minutes for the map to render the updates (and often requires you to clear the cache: on the browser at least). For the routing to take the new path into consideration, it usually takes about a day or something, so I wouldn't be waiting for that; just try again tomorrow and it should work. ;)