I know from actual experiance if you are going to build a house, town, whatever, and have to clear boulders, stumps, etc., and flatten land or dig things like septic systems, trenches, foundations, then a backhoe is the essential "power tool" on a budget. It can dig, move soil, grade, trench, excavate, and perform a whole range of useful tasks that would take dozens of people far longer to accomplish. You couple this with a small dump vehicle or trailer that a vehicle can pull when needed. The two will do what you need initially at the least cost.
Backhoes used today on Earth go for around $20,000 for a decent one. A dumper like a Morooka dump truck would be my choice.
http://www.equipmentlocator.com/asp/eDetails/eqID/1184346/eID/88/loc/na-en/close/yes/
I would think the settlers major priority would be establishing a settlement with food and shelter. They could pick the spot from orbit or aerial reconnissance with a ground check following to find the best location. Once on the ground you stay put initially. Expansion or moving to new locations is done only once you have a permanent settlement up and running.
Unless there are dangerous animals or potential enemies military equipment could be minimal or non-existant at first. The focus should be on construction. This means construction tools and tools that repair and support construction equipment.
Most manufactured materials would have to be imported at first. You are not going to get a cement plant or steel mill up until you have a fairly large and established population for example.
Wherever possible local raw building materials should be identified up front and maximized in use. Be it adobe, stone, wood (or wood-like), or something else this saves hauling in building materials.
If something like trees are available then a lumber mill (portable saw mill) is a vital tool. If not and rock and masonry are to be used then bring a small rock crushing plant and screening machine along to make sand and gravel for concrete and mortar. Cement would have to be imported initially. If limestone is locally available a lime plant is possible early on.
Comm gear other than a minimal amount for talking to incoming supply ships would be largely unnecessary. One or two small computers for information storage and processing would suffice initially in that area.
Your energy source should be limited to essentials with few or no luxuries included drawing power. If this means people have to use oil lamps and candles then so be it. A local energy supply like oil, radioactives, or such should also be identified for future use in providing a greater energy resource to the colony.
Medically, things should be limited to routine treatment. Serious injuries or debilitating ones should be dealt with by removing the person to another planet where treatment is more readily possible rather than trying to have a massive medical system locally. Basically, early 20th century medicine would be more than sufficent.
The big push should be to get a self-sufficent functioning town that can feed itself up and running. Until that happens nothing else is really worth pursuing.
The next step is to identify (or having previously identified) something that will generate cash as an export. That gives the colony the funds to keep itself running and to grow. Only one or two things that bring in a positive cash flow will work.
At that point you bring in the basic equipment necessary to start production of your exportable item(s). Preferably, your settlement is co-located with these so you don't have to move or expand to get into production.
Once you start having a net positive cash flow more settlers will come. Things will begin to run themselves and the colony will become a thriving civilization.