Something else to try (any version of the TD is fine):
In the Game Window, right-click on the clock and select "Edit Clock Properties". Change the HTML to:
<object classid="CLSID:6BF52A52-394A-11d3-B153-00C04F79FAA6"></object>
Press OK to close the dialog. You should see the clock change to an embedded Windows Media Player. There won't be a video or audio file open, and there's no way to open one, but you should be able to interact with the controls that are visible (volume control, for example). Does this work for you?
Next, right-click on the clock and again select "Edit Clock Properties". Change the HTML to:
<span onclick="CDControl.ShowOpen()"><object id="CDControl" classid="CLSID:F9043C85-F6F2-101A-A3C9-08002B2F49FB"></object>click</span>
Press OK to close the dialog. This time, you should see the word "click", and when you click (left-click), you should (hopefully) get a "load" file dialog. Does this work for you?