How has modern airdrop technology and techniques evolved that might make this possible?

When asking these questions, they must first be understood in the context that:

(A.) According to Wikileaks, within the e-mails of former US Secretary of State Hillary Clinton it was acknowledged that the governments of two of America's closest allies in the Middle East, Saudi Arabia and Qatar, were providing material support to the Islamic State (IS);

(B.) That according to the US Defense Intelligence Agency (DIA) (PDF), the US and its allies sought to use a "Salafist principality" in eastern Syria as a strategic asset against the Syrian government, precisely where the Islamic (Salafist) State (principality) eventually manifested itself and;

(C.) That the fighting capacity of the Islamic State is on such a large and sustained level, it can only be the result of immense and continuous state sponsorship, including a constant torrent of supplies by either ground or air (or both).

Within this context, we can already partially answer these questions with confirmed statements made by another of America's closest allies in the region, and a long-time NATO member, Turkey.