Some idea I am playing with

board.js

// board.js
var roll, win_game, say, score, board, move, yeild;

var players = [{position:0, name: 'Jeff', points:0}, {position:0, name: 'Nathan', points: 0}];
//var players = [{position:0, name: 'bill'}];
var win = false;
// functions here take an argument and return how many places to move
roll = function() {
	var dice = Math.floor((Math.random() * 6) + 1);
	return dice;
};

score = function(n) {
	this.points++;
	console.log(this.name, 'scores', n, 'points, he is now on', this.points);
	return 1;
};

win_game = function(what) {
	win = what;
	return 1;
};

say = function(what) {
	console.log(this.name + '!', what);
	return 1;
};

move = function(n) {
	console.log(this.name, 'moves ', n, 'places!');
	return n;
};
// todo add propper checking of returns to make sure they are fucking ints.

yeild = function(what) {
	var n = roll();
	//var n = parseInt(window.prompt(this.name + '! ' + what,roll()), 10);
	console.log(this.name, 'rolls', n);
	return n;
};

board = [
	{action:say, what:'My spoon is too big!'},
	{action:move, what:1},
	{action:say, what:'Now an annoying javascript alert grants you a wish!'},
	{action:yeild, what:'Take a leap of faith'},
	{action:say, what:'I need some kinda content....'},
	{action:move, what:1},
	{action:yeild, what:'Roll 2 or more to jump the witch :('},
	{action:move, what:1},
	{action:say, what:'A witch sends you back to the start'},
	{action:move, what:-4},
	{action:move, what:1},
	{action:score, what:1},
	{action:yeild, what:'Roll your path'},
	{action:score, what:10},
	{action:move, what:1},
	{action:score, what:-4},
	{action:move, what:1},
	{action:say, what:'you are about to win!'}

];

function exec(board, player) {
	var position = player.position;
	return board[position].action.call(player, board[position].what);
}

function isWin(player, board) {
	if (player.position >= board.length) {
		win = true;
		$('#wins').append(player.name + ' with ' + player.points + ' points<br />');
		console.log(player.name, ' wins with ' + player.points);
		return true;
	}
}

// new Function( 'return 0;' )();
var surface;

function updateTile(tile) {
	tile.node.text((player ? '*' : ''));
}

function updateBoard(board) {
	board.forEach(updateTile);
}

function drawTile(tile) {
	var tileNode = $('<div class="tile"></div>').appendTo(surface);
	tile.node = tileNode;
	console.log(tileNode);
	surface.append(tileNode);
}

function drawBoard(board) {
	console.log('drawBoard', board);
	board.forEach(drawTile);
}

function execPlayers(player) {
	player.position += exec(board, player);
	return isWin(player, board);
}

function resetPlayers(player) {
	player.position = 0;
}

function game() {
	win = false;
	players.forEach(resetPlayers);
	while(! win) {
		players.forEach(execPlayers);
	}
}

//console.log(board);
$(document).ready( function() {
	surface = $('#board');
	drawBoard(board);
	var i = 0;
	while (i <= 1) {
		i++;
		game();
	}
});

Fixed silly lack of parseInt making huge numbers with +=