What should I do when completing the Federal Wages and Income section dealing with Box 14 of my W-2 if I have 2 items described as "PENS" with separate amounts listed?

That sounds like amounts contributed to a pension which would not affect your federal tax return. 

Select the last option "Other (not classified)" at the bottom of the drop-down. 

Box 14 is used by your company payroll and usually has no bearing on your tax return unless (uncommonly) it reports a tax that was withheld.