You would need to set up each PDF as a separate product with PDF Stamping configured, then to make it easy for buyers to add both items to their order at once, create a multiAdd to Cart button as we describe here:
http://www.e-junkie.com/bb/topic/2121
To offer the combo with special pricing, you could create an Item Unit Price discount code for each product (you can use the same code for both) that marks down their original prices, then just include the discount code in each item's Add to Cart URL -- e.g., doing that along with a multiAdd to Cart button would look like this example if your discount code is COMBODEAL:
<a href="javascript:EJEJC_multiAdd(Array(
'https://www.e-junkie.com/ecom/gb.php?c=cart&ejc=2&cl=XXXXXX&i=YYYYYY&discountcode=COMBODEAL',
'https://www.e-junkie.com/ecom/gb.php?c=cart&ejc=2&cl=XXXXXX&i=ZZZZZZ&discountcode=COMBODEAL'
));"><img src="http://www.e-junkie.com/ej/ejadd_to_cart.gif" alt="Add to Cart" border="0"/></a>
You may also wish to disable buyers' ability to remove items from the cart, so they can't add both items and then remove one while keeping the other with the combo discount. You can do that by adding the following lines to your View Cart code on every page where you have cart buttons:
function EJEJC_config() {
EJEJC_POSTCALL=true;
}
function EJEJC_shown() {
jQuery('input[type="checkbox"]').remove();
}
(If you're already using function EJEJC_shown(){} for other cart customizations, just add the line jQuery('input[type="checkbox"]').remove(); to your existing function EJEJC_shown(){} section.)