We’ll not only go up Mt. Takao, but also take a walk along Koshukaido (a major road lined with 4km of around 770 yellow Ginko trees) from Takao Station (about 3-4 hours walking altogether).
Please take a look at http://www.tachikawaonline.jp/walk/hachioji.htm for Ginko tree street information (in Japanese).
From Shinjuku Station, take the 10:31AM Keio Line Express, which arrives in Takaosanguchi at 11:25AM. If you’d like to go with David, please meet on the front car of the Keio Line at Shinjuku Station at 10:31AM. Otherwise, meet at the Takaosanguchi ticket gate at 11:27.