You can enter as many dates to the Date List that you desire, in any order you wish, but understand that the list is not sortable; the dates are displayed in the order they are added. You can delete dates from the Date List any time, either one at a time, or by utilizing standard multiple selection techniques with the command (⌘) key:
or the Shift key:
Clicking the Delete Date(s) button will delete any highlighted date(s) from the Date List. Clicking the Clear button will clear all the dates from the Date List.
Once the Date List is correct and complete, simply click Done - Send Date List to iCal, and a new Event will be created on each day in the list, with the parameters you have already set.