I've done it. It's really slow. I do a back after the first 3 camps I clear. (Gromp, Blue, Wolves/Wraiths..woops "Raptors") For Trailblazer. It is nearly a must on her. Then you hit up Red buff look for a gank mid. If not, go to Scuttles and take that real quick..ish and look for a gank bot or mid. If no ganks are really that possible (both lanes pushed into enemy/enemy playing far back). Ward up Tribush or enemy jungle and then go down to Krugs and depending on the situation, go for a full clear of the jungle. You will probably want to back unless a gank/countergank opportunity arises.
Grab Bami's Cinder/Cinderhulk if you have the gold, boots, some wards (just work towards Cinderhulk and getting your boots but if you have 350 gold after Bami's/Cinderhulk, you might opt for wards and potions over getting your boots. Next you can give away Blue buff to your midlaner if he needs it, as you have Bami's and Ranger's to help with clears without expending considerable mana. You should be looking to gank a LOT as Leona as you have good CC and should use it, and your passive works with allies really well. But if you don't really have much opportunity, you should focus on vision so you can spot the enemy jungler (not to fight him 1v1) but to find out where he is to set up counter ganks and give your laners good information on whether or not to stay back. Clears should speed up by now so play pretty close to how you would play Sejuani, looking for ganks whenever your Ult is up. You are really strong in teamfights and should work to be a peeling tank for your carries during fights.
Buildwise: Get CDR and health. Aura items are really good on her so
and
are near must haves.
and
are great items (Righteous Glory is more for snowballing) Randuin's is more defensive. Other options are
and choice of boots. I don' agree with Ohmwrecker, it allows you to be really aggressive, but has a real lack of utility in many situations. If you like it though, you do you.
Anyway, she's pretty strong as a jungler if you can get past the first 8 minutes of the game; this means don't pick her into
:P.
Runes: AS Marks, HP/lvl seals, CDR and MR/lvl glyphs, and Armor Quints.
Masteries: 9/21/0, 6/24/0, or 0/21/9 (6/24/0 grab CDR, Extra 2% take 1%, and Expose Weakness in Offense; 9/21/0 I grab AD instead of AP, as your scaling is kinda bad and AD helps you in clears a little more).
Suggestions are welcome. Try it out though. It's actually kinda fun playing. Peace.