I have fired a print with below settings, in the following environment.

Mac OS 10.5.6
Mac Office 2008 (Word)

Print settings:

1. A3 landscape document + layout boundary line as Fine 2 mainline、2 sided -> Topbinding、Noof pages- >4、
Papersource Auto、Job Type =>Enable print clearly option and fire print

1. First page is not printed on double sided. Double sided printing is seen from second page onwards.
2. Spooler shows two jobs though print is done once.

Note: Issue does not happen with Mac office word version x.

Please let me know what could be the problem